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Methanol → (2S)-(-)-1-(4-indolyloxy)-3-(3,3-diphenylpyrrolidin-1-yl)-2-propanol ethanedioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Oxalic Acid | HCID 971 | — |
| 反応物 | 3,3-Diphenylpyrrolidine | HCID 418242 | — |
| 反応物 | (2s)-Glycidyl indol-4-yl ether | HCID 10943254 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (2S)-(-)-1-(4-indolyloxy)-3-(3,3-diphenylpyrrolidin-1-yl)-2-propanol ethanedioate | HCID 131719694 | — |
反応手順
The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 3,3-diphenylpyrrolidine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 68% overall yield. FDMS m/e=412 (M+ of free base). mp 193-194°. α[D]589=−9.11 (c=0.33, methanol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06172073B2 |
| 出典データセット | uspto-grants-2001_01 |
| ORD ID | ord-4b1d6c5db970421ca2a169ba87c9c0ee |
| 出典メモ | uspto-grants-2001_01 |